N-<(R)-1-<(1,1-dimethylethoxy)carbonyl>-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>propyl>-L-leucine, phenylmethyl ester

Base Information

Chemical Name:N-<(R)-1-<(1,1-dimethylethoxy)carbonyl>-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>propyl>-L-leucine, phenylmethyl ester
CAS No.:149990-44-3
Molecular Formula:C₂₇H₄₇NO₅Si
Molecular Weight:493.759
Hs Code.:

Synonyms:N-<(R)-1-<(1,1-dimethylethoxy)carbonyl>-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>propyl>-L-leucine, phenylmethyl ester

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Chemical Property of N-<(R)-1-<(1,1-dimethylethoxy)carbonyl>-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>propyl>-L-leucine, phenylmethyl ester

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Technology Process of N-<(R)-1-<(1,1-dimethylethoxy)carbonyl>-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>propyl>-L-leucine, phenylmethyl ester

There total 8 articles about N-<(R)-1-<(1,1-dimethylethoxy)carbonyl>-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>propyl>-L-leucine, phenylmethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 20312-37-2,498-36-2
(R)-2-hydroxy-4-methylpentanoic acid

: 149990-44-3
N-<(R)-1-<(1,1-dimethylethoxy)carbonyl>-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>propyl>-L-leucine, phenylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: dimethylformamide / 18 h / 23 °C

2: 1.) trifluoromethanesulfonic anhydride, 1,8-bis(dimethylamino)naphthalene / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) CH₂Cl₂, dioxane, 21 deg C, 15 h

With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; trifluoromethanesulfonic acid anhydride; In N,N-dimethyl-formamide;
DOI:10.1021/jm00031a018

Reference yield:

: 149967-08-8
N-<(phenylmethoxy)carbonyl>-D-homoserine, 1,1-dimethylethyl ester

: 149990-44-3
N-<(R)-1-<(1,1-dimethylethoxy)carbonyl>-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>propyl>-L-leucine, phenylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 59 percent / imidazole / dimethylformamide / 18 h / 21 °C

2: 97 percent / H₂ / 10percent Pd/C / ethanol / 3 h / 21 °C / 2585.7 Torr

3: 1.) trifluoromethanesulfonic anhydride, 1,8-bis(dimethylamino)naphthalene / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) CH₂Cl₂, dioxane, 21 deg C, 15 h

With 1H-imidazole; hydrogen; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; trifluoromethanesulfonic acid anhydride; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00031a018

Reference yield:

: 149967-07-7
N-<(phenylmethoxy)carbonyl>-D-aspartic acid, 1,1-dimethylethyl ester

: 149990-44-3
N-<(R)-1-<(1,1-dimethylethoxy)carbonyl>-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>propyl>-L-leucine, phenylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: N-methylmorpholine / tetrahydrofuran / 0.25 h / -10 - 23 °C

2: NaBH₄ / tetrahydrofuran; H₂O / 3 h / 21 °C

3: 59 percent / imidazole / dimethylformamide / 18 h / 21 °C

4: 97 percent / H₂ / 10percent Pd/C / ethanol / 3 h / 21 °C / 2585.7 Torr

5: 1.) trifluoromethanesulfonic anhydride, 1,8-bis(dimethylamino)naphthalene / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) CH₂Cl₂, dioxane, 21 deg C, 15 h

With 4-methyl-morpholine; 1H-imidazole; sodium tetrahydroborate; hydrogen; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; trifluoromethanesulfonic acid anhydride; palladium on activated charcoal; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00031a018